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Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids

a technology of emulsion polymerization process, which is applied in the field of improved emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids, which can solve the problems of destabilizing suspension of polymeric particles over time, unwanted coagulation, and detriment to the polymer product solution

Inactive Publication Date: 2006-04-11
STEPAN COMPANY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The present invention provides a novel group of compounds that can act as surface active agents in polymerization processes, particularly emulsion polymerization processes. These compounds are easily prepared from readily available, economical raw materials and do not require any special handling or equipment. The surface active agents can polymerize with themselves or other ethylenically unsaturated monomers to form polymers. The resulting polymers can be used in various applications such as polymerization of latexes, coatings, adhesives, sealants, elastomers, and binders. The polymers formed using the surface active agents exhibit improved properties such as reduced shrinkage, improved adhesion, resistance to yellowing, and better film rewet properties. The invention also provides an improved polymerization process for making these polymers.

Problems solved by technology

The unreacted surfactant can have a detrimental effect on the polymer product solution, as it can interfere with the performance of such polymerization products in CASE applications; the suspension of polymeric particles may become destabilized over time and undergo unwanted coagulation.
The unreacted surfactant may cause unwanted pealing of a latex paint coating on a substrate, and decreased moisture and scrubability resistance in other various CASE applications.
Additionally, residual surfactant can cause an undesirable “blooming” that leads to surface irregularities in a resulting CASE material that is applied to a substrate.
Polymerizable compounds such as allyl alcohol (and esters thereof) have been found to be ineffective due to the formation of undesirable high levels of coagulum in the final emulsion polymerization product.

Method used

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  • Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
  • Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids
  • Emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids

Examples

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example 1

[0183]A methylmethacrylate / butylacrylate / methacrylic acid (MMA / BA / MMA) co-polymer (in a weight ratio of about 48:49:3), in combination with the allylamine salt of dodecylbenzenesulfonic acid (ADDBS), is prepared as follows. About 254 g of deionized water and about 10.6 g of ADDBS (as a 22% active aqueous solution), are placed in a reactor suitable for emulsion polymerization, equipped with agitation means, heating means and cooling means. With agitation, the reactor is purged with nitrogen (99% pure), and heated to about 80–82° C. The temperature of the reactor contents is adjusted to about 77–79° C., and about 75 g of the monomer mixture (20% of a total of 374 g of the MMA / BA / MMA monomer mixture in the ratio above) is added to the reactor. After 10 minutes, 16.9 g of a solution of ammonium persulfate (20% of the total solution of 1.9 g of ammonium persulfate dissolved in 82.5 g of water) is added to the reactor over a period of about 7 minutes with continued agitation, during which...

example 2

COMPARATIVE EXAMPLE

[0186]A methylmethacrylate / butylacrylate / methacrylic acid (MMA / BA / MMA) co-polymer (in a weight ratio of about 48:49:3), in combination with the propylamine salt of dodecylbenzenesulfonic acid (PDDBS), is prepared as follows. About 330 g of deionized water and about 25 g of PDDBS (as a 20% active aqueous solution) are placed in a reactor suitable for emulsion polymerization, equipped with agitation means, heating means and cooling means. With agitation, the reactor is purged with nitrogen (99% pure), and heated to about 80–82° C. The temperature of the reactor contents is adjusted to about 77–79° C., and about 75 g of the monomer mixture (20% of a total of 374 g of the MMA / BA / MMA monomer mixture in the ratio above) is added to the reactor. After 10 minutes, 15.5 g of a solution of ammonium persulfate (20% of the total solution of 1.9 g of ammonium persulfate dissolved in 75.6 g of water), is added to the reactor over a period of about 5 minutes with continued agita...

example 3

[0187]A methylmethacrylate / butylacrylate / methacrylic acid (MA / BA / MMA) co-polymer (in a weight ratio of about 46.1:50.8:3.1) in combination with the allylamine salt of nonyl phenol 9-EO phosphate acid ester (Cedephos CP-610) is prepared as follows. About 249 g of deionized water and about 11.0 g of the allyl amine salt of Cedephos CP-610 (as a 20% active aqueous solution), are placed in a reactor suitable for emulsion polymerization, equipped with agitation means, heating means and cooling means. With agitation, the reactor is purged with nitrogen (99% pure), and heated to about 75 77° C. The temperature of the reactor contents is adjusted to about 71–74° C., and about 74 g of the monomer mixture (20% of a total of 371 g of the MMA / BA / MMA monomer mixture in the ratio above) is added to the reactor. After 10 minutes, 15 g of a solution of ammonium persulfate (20% of the total solution of 1.9 g of ammonium persulfate dissolved in 74.0 g of water) is added to the reactor over a period o...

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Abstract

Disclosed is an improved method of making polymers. The method utilizes at least one ethylenically unsaturated monomer and at least one polymerizable surface active agent. The polymerizable surface active agent is capable of co-polymerization with traditional monomers and / or polymerization with itself (i.e. homopolymerization) and is preferably substantially completely consumed during the course of the polymerization. Polymers produced by the method of the present invention are well suited for use in coatings, adhesives, sealants, elastomers and the like, as they form stable films, possess excellent adhesion properties and have improved hydrolytic stability characteristics. The present invention also encompasses homopolymeric surface active agents and their use in polymerization reactions.

Description

[0001]This application is a continuation of 10 / 117,834, filed Apr. 8, 2002, now abandoned, which is a continuation of Ser. No. 09 / 521,819, filed Mar. 9, 2000, now U.S. Pat. No. 6,407,162, which is a continuation of Ser. No. 08 / 789,068, filed Jan. 28, 1997, now U.S. Pat. No. 6,239,240.BACKGROUND OF THE INVENTION[0002]1. Field of the Invention[0003]The present invention relates to an improved emulsion polymerization process utilizing ethylenically unsaturated amine salts of sulfonic, phosphoric and carboxylic acids. More specifically, the invention relates to emulsion polymerization processes which utilize ethylenically unsaturated amine salts of alkylbenzene sulfonic acids, alkyl olefin sulfonic acids, alkyl alcohol sulfuric acid esters, or alkoxylated alkyl alcohol sulfuric acid esters, fatty acids, and fatty phosphate acid esters, or mixtures thereof, to form polymers, discrete solid polymeric particles and latexes. Additionally, the present invention relates to the use of the salt...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C08F116/14C08F126/02C08F128/02C08F2/24C08F220/14C08F226/02
CPCC08F2/24C08F226/02C08F220/14Y10S526/91Y10S526/932Y10S526/911C08F2220/1825C08F220/06C08F220/1804
Inventor SCHULZ, ALFRED K.SIDDIQUI, ADNAN
Owner STEPAN COMPANY
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